NP-MRD: Showing NP-Card for Decipienolide B (NP0004210)

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Record Information

Version

2.0

Created at

2020-12-09 01:42:05 UTC

Updated at

2021-07-15 16:48:33 UTC

NP-MRD ID

NP0004210

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Decipienolide B

Provided By

NPAtlas

Description

(1R,2'R,3S,4''S,5R,6S)-4''-methyl-2-methylidene-5''-oxodispiro[bicyclo[3.1.1]Heptane-6,4':2',2''-Bis(oxolane)]-3-yl 3-hydroxy-2,2-dimethylbutanoate belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Decipienolide B is found in Podospora decipiens and Podospora decipiens JS270. Based on a literature review very few articles have been published on (1R,2'R,3S,4''S,5R,6S)-4''-methyl-2-methylidene-5''-oxodispiro[bicyclo[3.1.1]Heptane-6,4':2',2''-Bis(oxolane)]-3-yl 3-hydroxy-2,2-dimethylbutanoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118053D          

 57 60  0  0  0  0            999 V2000
   -0.5898    2.2499    1.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2157    1.2391    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0858    0.0432    0.4368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3843    0.4527    0.0079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5146    0.3277    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3873   -0.1792    1.9160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8649    0.7466    0.3421 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8888    0.4710    1.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9371    2.2064   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2216   -0.0936   -0.8853 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1998   -1.5664   -0.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147    0.0915   -1.8234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4860   -0.9698   -0.4883 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8423   -0.5851   -1.0488 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7813    0.8693   -1.5370 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0900    1.2430   -0.0771 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7930   -0.0925    0.0086 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7918   -0.7785    1.3113 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0362   -1.3619    1.5077 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9530   -0.6824    0.7428 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9957   -1.5838    0.1134 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1032   -0.5650   -0.1862 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4489   -1.2010   -0.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9709    0.3171    1.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8669    1.0460    1.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6955    0.1757    1.5537 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2206    0.0068   -0.3737 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5450    2.2598    1.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0436    3.1198    1.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368   -0.3709    1.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7549   -0.1021    1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4571   -0.1046    2.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3033    1.4049    1.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6118    2.3343   -1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9834    2.5379    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3126    2.7899    0.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2111    0.2081   -1.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2341   -2.0474   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9887   -2.0823   -1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3971   -1.6827    0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9186   -0.7764   -2.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1910   -1.0726   -1.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4478   -1.9695   -0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2143   -1.2987   -1.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2416    1.1085   -1.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971    1.1079   -2.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7148    2.1259    0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0531   -1.6069    1.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5519   -0.0864    2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5684   -1.9542   -0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8210   -0.0035   -1.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2043   -0.4239    0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5473    1.0857   -0.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4414   -0.4261   -1.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  5  1  1  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 20 27  1  0  0  0  0
 16  2  1  0  0  0  0
 27 17  1  0  0  0  0
 17 14  1  0  0  0  0
 26 20  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  3 30  1  1  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
  8 33  1  0  0  0  0
  9 34  1  0  0  0  0
  9 35  1  0  0  0  0
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 10 37  1  6  0  0  0
 11 38  1  0  0  0  0
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 23 54  1  0  0  0  0
 23 55  1  0  0  0  0
 27 56  1  0  0  0  0
 27 57  1  0  0  0  0
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
   -0.5898    2.2499    1.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2157    1.2391    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0858    0.0432    0.4368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3843    0.4527    0.0079 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3873   -0.1792    1.9160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8649    0.7466    0.3421 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8888    0.4710    1.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.2216   -0.0936   -0.8853 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1998   -1.5664   -0.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4860   -0.9698   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7930   -0.0925    0.0086 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.9186   -0.7764   -2.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
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  7  5  1  1
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  3 13  1  0
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 20 19  1  1
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 16  2  1  0
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  3 30  1  1
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  8 32  1  0
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 27 56  1  0
 27 57  1  0
M  END


  Mrv1652306242118053D          

 57 60  0  0  0  0            999 V2000
   -0.5898    2.2499    1.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2157    1.2391    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0858    0.0432    0.4368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3843    0.4527    0.0079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5146    0.3277    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3873   -0.1792    1.9160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8649    0.7466    0.3421 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8888    0.4710    1.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9371    2.2064   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2216   -0.0936   -0.8853 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1998   -1.5664   -0.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147    0.0915   -1.8234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4860   -0.9698   -0.4883 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8423   -0.5851   -1.0488 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7813    0.8693   -1.5370 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0900    1.2430   -0.0771 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7930   -0.0925    0.0086 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7918   -0.7785    1.3113 C   0  0  2  0  0  0  0  0  0  0  0  0
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    3.9530   -0.6824    0.7428 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9957   -1.5838    0.1134 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1032   -0.5650   -0.1862 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4489   -1.2010   -0.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9709    0.3171    1.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8669    1.0460    1.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6955    0.1757    1.5537 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2206    0.0068   -0.3737 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5450    2.2598    1.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0436    3.1198    1.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368   -0.3709    1.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7549   -0.1021    1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4571   -0.1046    2.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3033    1.4049    1.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6118    2.3343   -1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9834    2.5379    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3126    2.7899    0.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2111    0.2081   -1.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2341   -2.0474   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9887   -2.0823   -1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3971   -1.6827    0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9186   -0.7764   -2.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1910   -1.0726   -1.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4478   -1.9695   -0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2143   -1.2987   -1.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2416    1.1085   -1.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971    1.1079   -2.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7148    2.1259    0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0531   -1.6069    1.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5519   -0.0864    2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5684   -1.9542   -0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3340   -2.3840    0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8210   -0.0035   -1.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6619   -1.4281   -1.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4829   -2.0890    0.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2043   -0.4239    0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5473    1.0857   -0.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4414   -0.4261   -1.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  5  1  1  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 20 27  1  0  0  0  0
 16  2  1  0  0  0  0
 27 17  1  0  0  0  0
 17 14  1  0  0  0  0
 26 20  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  3 30  1  1  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
  8 33  1  0  0  0  0
  9 34  1  0  0  0  0
  9 35  1  0  0  0  0
  9 36  1  0  0  0  0
 10 37  1  6  0  0  0
 11 38  1  0  0  0  0
 11 39  1  0  0  0  0
 11 40  1  0  0  0  0
 12 41  1  0  0  0  0
 13 42  1  0  0  0  0
 13 43  1  0  0  0  0
 14 44  1  6  0  0  0
 15 45  1  0  0  0  0
 15 46  1  0  0  0  0
 16 47  1  6  0  0  0
 18 48  1  0  0  0  0
 18 49  1  0  0  0  0
 21 50  1  0  0  0  0
 21 51  1  0  0  0  0
 22 52  1  6  0  0  0
 23 53  1  0  0  0  0
 23 54  1  0  0  0  0
 23 55  1  0  0  0  0
 27 56  1  0  0  0  0
 27 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004210

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]([H])(C([H])([H])[H])C(C(=O)O[C@]1([H])C(=C([H])[H])[C@]2([H])C([H])([H])[C@]([H])(C1([H])[H])[C@]21C([H])([H])O[C@]2(OC(=O)[C@@]([H])(C([H])([H])[H])C2([H])[H])C1([H])[H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O6/c1-11-8-21(27-17(11)23)9-20(10-25-21)14-6-15(20)12(2)16(7-14)26-18(24)19(4,5)13(3)22/h11,13-16,22H,2,6-10H2,1,3-5H3/t11-,13-,14+,15-,16-,20-,21+/m0/s1

> <INCHI_KEY>
ZRQVIGLTTXPLCI-VOLUDKPDSA-N

> <FORMULA>
C21H30O6

> <MOLECULAR_WEIGHT>
378.465

> <EXACT_MASS>
378.204238686

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
41.19560454584962

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2'R,3S,4''S,5R,6S)-4''-methyl-2-methylidene-5''-oxodispiro[bicyclo[3.1.1]heptane-6,4':2',2''-bis(oxolane)]-3-yl (3S)-3-hydroxy-2,2-dimethylbutanoate

> <ALOGPS_LOGP>
2.16

> <JCHEM_LOGP>
2.517866968333333

> <ALOGPS_LOGS>
-3.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.739284467538148

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9128369738988136

> <JCHEM_POLAR_SURFACE_AREA>
82.06000000000002

> <JCHEM_REFRACTIVITY>
96.98659999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.14e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2'R,3S,4''S,5R,6S)-4''-methyl-2-methylidene-5''-oxodispiro[bicyclo[3.1.1]heptane-6,4':2',2''-bis(oxolane)]-3-yl (3S)-3-hydroxy-2,2-dimethylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
   -0.5898    2.2499    1.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2157    1.2391    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0858    0.0432    0.4368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3843    0.4527    0.0079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5146    0.3277    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3873   -0.1792    1.9160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8649    0.7466    0.3421 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8888    0.4710    1.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9371    2.2064   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2216   -0.0936   -0.8853 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1998   -1.5664   -0.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147    0.0915   -1.8234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4860   -0.9698   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8423   -0.5851   -1.0488 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7813    0.8693   -1.5370 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0900    1.2430   -0.0771 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7930   -0.0925    0.0086 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7918   -0.7785    1.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0362   -1.3619    1.5077 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9530   -0.6824    0.7428 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9957   -1.5838    0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1032   -0.5650   -0.1862 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4489   -1.2010   -0.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9709    0.3171    1.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8669    1.0460    1.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6955    0.1757    1.5537 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2206    0.0068   -0.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5450    2.2598    1.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0436    3.1198    1.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368   -0.3709    1.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7549   -0.1021    1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4571   -0.1046    2.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3033    1.4049    1.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6118    2.3343   -1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9834    2.5379    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3126    2.7899    0.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2111    0.2081   -1.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2341   -2.0474   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9887   -2.0823   -1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3971   -1.6827    0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9186   -0.7764   -2.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1910   -1.0726   -1.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4478   -1.9695   -0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2143   -1.2987   -1.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2416    1.1085   -1.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971    1.1079   -2.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7148    2.1259    0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0531   -1.6069    1.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5519   -0.0864    2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5684   -1.9542   -0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3340   -2.3840    0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8210   -0.0035   -1.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6619   -1.4281   -1.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4829   -2.0890    0.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2043   -0.4239    0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5473    1.0857   -0.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4414   -0.4261   -1.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  7  5  1  1
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
  3 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 18 19  1  0
 20 19  1  1
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 20 27  1  0
 16  2  1  0
 27 17  1  0
 17 14  1  0
 26 20  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  1
  8 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  6
 11 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  6
 15 45  1  0
 15 46  1  0
 16 47  1  6
 18 48  1  0
 18 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  6
 23 53  1  0
 23 54  1  0
 23 55  1  0
 27 56  1  0
 27 57  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.590   2.250   1.350  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.216   1.239   0.613  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.086   0.043   0.437  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.384   0.453   0.008  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.515   0.328   0.772  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.387  -0.179   1.916  0.00  0.00           O+0
HETATM    7  C   UNK     0      -4.865   0.747   0.342  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.889   0.471   1.418  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.937   2.206  -0.012  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.222  -0.094  -0.885  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.200  -1.566  -0.479  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.215   0.092  -1.823  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.486  -0.970  -0.488  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.842  -0.585  -1.049  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.781   0.869  -1.537  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.090   1.243  -0.077  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.793  -0.093   0.009  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.792  -0.779   1.311  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.036  -1.362   1.508  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.953  -0.682   0.743  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.996  -1.584   0.113  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.103  -0.565  -0.186  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.449  -1.201  -0.270  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.971   0.317   1.028  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.867   1.046   1.472  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.696   0.176   1.554  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.221   0.007  -0.374  0.00  0.00           C+0
HETATM   28  H   UNK     0      -1.545   2.260   1.862  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.044   3.120   1.478  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.237  -0.371   1.477  0.00  0.00           H+0
HETATM   31  H   UNK     0      -6.755  -0.102   1.022  0.00  0.00           H+0
HETATM   32  H   UNK     0      -5.457  -0.105   2.277  0.00  0.00           H+0
HETATM   33  H   UNK     0      -6.303   1.405   1.849  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.612   2.334  -1.054  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.983   2.538   0.136  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.313   2.790   0.696  0.00  0.00           H+0
HETATM   37  H   UNK     0      -6.211   0.208  -1.248  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.234  -2.047  -0.725  0.00  0.00           H+0
HETATM   39  H   UNK     0      -5.989  -2.082  -1.052  0.00  0.00           H+0
HETATM   40  H   UNK     0      -5.397  -1.683   0.604  0.00  0.00           H+0
HETATM   41  H   UNK     0      -3.919  -0.776  -2.215  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.191  -1.073  -1.365  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.448  -1.970  -0.031  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.214  -1.299  -1.772  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.242   1.109  -1.852  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.597   1.108  -2.220  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.715   2.126   0.041  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.053  -1.607   1.302  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.552  -0.086   2.159  0.00  0.00           H+0
HETATM   50  H   UNK     0       4.568  -1.954  -0.852  0.00  0.00           H+0
HETATM   51  H   UNK     0       5.334  -2.384   0.769  0.00  0.00           H+0
HETATM   52  H   UNK     0       5.821  -0.004  -1.103  0.00  0.00           H+0
HETATM   53  H   UNK     0       7.662  -1.428  -1.338  0.00  0.00           H+0
HETATM   54  H   UNK     0       7.483  -2.089   0.376  0.00  0.00           H+0
HETATM   55  H   UNK     0       8.204  -0.424   0.019  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.547   1.086  -0.351  0.00  0.00           H+0
HETATM   57  H   UNK     0       3.441  -0.426  -1.377  0.00  0.00           H+0
CONECT    1    2   28   29                                                  
CONECT    2    1    3   16                                                  
CONECT    3    2    4   13   30                                             
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9   10                                             
CONECT    8    7   31   32   33                                             
CONECT    9    7   34   35   36                                             
CONECT   10    7   11   12   37                                             
CONECT   11   10   38   39   40                                             
CONECT   12   10   41                                                       
CONECT   13    3   14   42   43                                             
CONECT   14   13   15   17   44                                             
CONECT   15   14   16   45   46                                             
CONECT   16   15   17    2   47                                             
CONECT   17   16   18   27   14                                             
CONECT   18   17   19   48   49                                             
CONECT   19   18   20                                                       
CONECT   20   19   21   27   26                                             
CONECT   21   20   22   50   51                                             
CONECT   22   21   23   24   52                                             
CONECT   23   22   53   54   55                                             
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   20                                                       
CONECT   27   20   17   56   57                                             
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    3                                                            
CONECT   31    8                                                            
CONECT   32    8                                                            
CONECT   33    8                                                            
CONECT   34    9                                                            
CONECT   35    9                                                            
CONECT   36    9                                                            
CONECT   37   10                                                            
CONECT   38   11                                                            
CONECT   39   11                                                            
CONECT   40   11                                                            
CONECT   41   12                                                            
CONECT   42   13                                                            
CONECT   43   13                                                            
CONECT   44   14                                                            
CONECT   45   15                                                            
CONECT   46   15                                                            
CONECT   47   16                                                            
CONECT   48   18                                                            
CONECT   49   18                                                            
CONECT   50   21                                                            
CONECT   51   21                                                            
CONECT   52   22                                                            
CONECT   53   23                                                            
CONECT   54   23                                                            
CONECT   55   23                                                            
CONECT   56   27                                                            
CONECT   57   27                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  120    0
END

RDKit          3D

57 60  0  0  0  0  0  0  0  0999 V2000
   -0.5898    2.2499    1.3500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2157    1.2391    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0858    0.0432    0.4368 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3843    0.4527    0.0079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5146    0.3277    0.7716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3873   -0.1792    1.9160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8649    0.7466    0.3421 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8888    0.4710    1.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9371    2.2064   -0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2216   -0.0936   -0.8853 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1998   -1.5664   -0.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2147    0.0915   -1.8234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4860   -0.9698   -0.4883 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8423   -0.5851   -1.0488 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7813    0.8693   -1.5370 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0900    1.2430   -0.0771 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7930   -0.0925    0.0086 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7918   -0.7785    1.3113 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0362   -1.3619    1.5077 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9530   -0.6824    0.7428 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9957   -1.5838    0.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1032   -0.5650   -0.1862 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4489   -1.2010   -0.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9709    0.3171    1.0276 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8669    1.0460    1.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6955    0.1757    1.5537 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2206    0.0068   -0.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5450    2.2598    1.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0436    3.1198    1.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368   -0.3709    1.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7549   -0.1021    1.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4571   -0.1046    2.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3033    1.4049    1.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6118    2.3343   -1.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9834    2.5379    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3126    2.7899    0.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2111    0.2081   -1.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2341   -2.0474   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9887   -2.0823   -1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3971   -1.6827    0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9186   -0.7764   -2.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1910   -1.0726   -1.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4478   -1.9695   -0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2143   -1.2987   -1.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2416    1.1085   -1.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971    1.1079   -2.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7148    2.1259    0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0531   -1.6069    1.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5519   -0.0864    2.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5684   -1.9542   -0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3340   -2.3840    0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8210   -0.0035   -1.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6619   -1.4281   -1.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4829   -2.0890    0.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2043   -0.4239    0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5473    1.0857   -0.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4414   -0.4261   -1.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  7  5  1  1
  7  8  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
  3 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 18 19  1  0
 20 19  1  1
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 20 27  1  0
 16  2  1  0
 27 17  1  0
 17 14  1  0
 26 20  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  1
  8 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  6
 11 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  6
 15 45  1  0
 15 46  1  0
 16 47  1  6
 18 48  1  0
 18 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  6
 23 53  1  0
 23 54  1  0
 23 55  1  0
 27 56  1  0
 27 57  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(1R,2'r,3S,4''S,5R,6S)-4''-methyl-2-methylidene-5''-oxodispiro[bicyclo[3.1.1]heptane-6,4':2',2''-bis(oxolane)]-3-yl 3-hydroxy-2,2-dimethylbutanoic acid	Generator

Chemical Formula

C₂₁H₃₀O₆

Average Mass

378.4650 Da

Monoisotopic Mass

378.20424 Da

IUPAC Name

(1R,2'R,3S,4''S,5R,6S)-4''-methyl-2-methylidene-5''-oxodispiro[bicyclo[3.1.1]heptane-6,4':2',2''-bis(oxolane)]-3-yl (3S)-3-hydroxy-2,2-dimethylbutanoate

Traditional Name

(1R,2'R,3S,4''S,5R,6S)-4''-methyl-2-methylidene-5''-oxodispiro[bicyclo[3.1.1]heptane-6,4':2',2''-bis(oxolane)]-3-yl (3S)-3-hydroxy-2,2-dimethylbutanoate

CAS Registry Number

Not Available

SMILES

CC(O)C(C)(C)C(=O)O[C@H]1C[C@H]2C[C@@H](C1=C)[C@@]21CO[C@@]2(C[C@H](C)C(=O)O2)C1

InChI Identifier

InChI=1S/C21H30O6/c1-11-8-21(27-17(11)23)9-20(10-25-21)14-6-15(20)12(2)16(7-14)26-18(24)19(4,5)13(3)22/h11,13-16,22H,2,6-10H2,1,3-5H3/t11-,13?,14+,15-,16-,20-,21+/m0/s1

InChI Key

ZRQVIGLTTXPLCI-VOLUDKPDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Podospora decipiens	NPAtlas	12088438
Podospora decipiens JS270	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Bicyclic monoterpenoid
Pinane monoterpenoid
Monoterpenoid
Nopinane monoterpenoid
Beta-hydroxy acid
Ketal
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Gamma butyrolactone
Hydroxy acid
Oxolane
Carboxylic acid ester
Secondary alcohol
Lactone
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.16	ALOGPS
logP	2.52	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	14.74	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	96.99 m³·mol⁻¹	ChemAxon
Polarizability	41.2 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA013017

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10197123

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21582565

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Decipienolide B (NP0004210)

MOL for NP0004210 (Decipienolide B)

3D MOL for NP0004210 (Decipienolide B)

3D SDF for NP0004210 (Decipienolide B)

3D-SDF for NP0004210 (Decipienolide B)

PDB for NP0004210 (Decipienolide B)

3D PDB for NP0004210 (Decipienolide B)

SMILES for NP0004210 (Decipienolide B)

INCHI for NP0004210 (Decipienolide B)

Structure for NP0004210 (Decipienolide B)

3D Structure for NP0004210 (Decipienolide B)